In this comic, Randall uses time-tracking software, which is intended to increase productivity by identifying how you are spending time, that reveals that he is doing frivolous and pointless things that take up large amounts of his time. He makes remixes, edits Star Wars footage, reads strange (albeit entertaining) Wikipedia articles (see 214: The Problem with Wikipedia), and even spends a large amount of time adjusting this software, all without getting anything useful done. Thus, he is embarrassed at this revelation. This time waste is a common subject on xkcd, as shown for instance in the comic mentioned above.

The visual appearance of lightsabers in the Star Wars movies of the original trilogy has been digitally changed twice during the re-releases for the 2004 DVD and 2011 Blu-ray releases. There are several Star Wars fans that feel the need to alter the movies (mainly to revert the changes made in the re-release), but so far nobody felt the need to replace lightsabers with metal swords.

Two Wikipedia lists are mentioned in the comic and title text; List of helicopter prison escapes and List of sexually active popes. Given that the Pope is supposed to be celibate (at least after 1139), the mere fact that more than ten popes have been involved in sexual activity, even after 1139, is both amusing and intriguing. There are more than forty entries in the helicopter escape list for real-life attempts (plus 16 in fiction); not all of them succeeded, but several did!

This xkcd comic was published on June 6th. On that day, the Wikipedia article "List of helicopter prison escapes involving sexually active popes" was created and subsequently deleted.

On June 7th, the Wikipedia Facebook pageposted a link to the List of helicopter prison escapes article. A user commented asking if the article was posted on Facebook due to the xkcd comic, and Wikipedia replied by pasting an image of the xkcd comic, which seems to indicate that the Wikipedia representative running the Facebook page was aware of this xkcd comic and posted the list in reference to the comic.

In the title text, Randall mentions his disappointment with the lack of a Wikipedia list stemming from the intersection of the two; that is, a helicopter prison escape involving a sexually active pope. With the last sexually active pope being Pope Leo XII in the 1820s, and helicopter predecessors only taking flight in 1907, and mass production of helicopters not occurring until the 1950s, such an event has probably never happened[citation needed].

The Wikipedia list of sexually active popes has been mentioned before in the what if?Into the Blue on infinitely powerful lasers, and after noting that such a thing cannot exist, the list is offered as a replacement for entertainment.

The comic 1692: Man Page was released later that week and also mentioned the pope.

Discussion

I don't know how to interpret the "This list is incomplete; you can help by expanding it." on the List of sexually active popes wiki page.
141.101.104.224 10:19, 6 June 2016 (UTC)

They're asking you to become a pope, and be sexually active. Then you can get arrested, and do a helicopter prison escape to start the 'List of helicopter prison escapes involving sexually active popes.' 162.158.26.140 (talk) (please sign your comments with ~~~~)

It's because we can't know for sure if every single pope is secretly sexually active or if it's just limited to the ones caught red-handed. 141.101.98.5 11:35, 6 June 2016 (UTC)

It can also be interpreted as to CONVICT pope of sexual activity. While the "became pope" and "seduce the pope" are funnier, convicting popes may be easier, as you are not limited to current and future ones, but can convict already dead popes after-the-fact by finding new evidence. Or forging some. -- Hkmaly (talk) 16:49, 20 June 2016 (UTC)

Those estimated percentages have a strangely high degree of precision, I'd think limiting them to whole number percentages would do. 141.101.98.58 11:48, 6 June 2016 (UTC)

Notice that the last successful helicopter prison escape was exactly two years ago.. 162.158.86.35 06:49, 7 June 2016 (UTC)

One thing that this comic brings to the table is that the managing effort to increase productivity usually has a significant (and many times negative) impact on productivity itself. In this graphic, the installation took him nearly 25% of his time. He'd be significantly more productive if he wasn't using any time tracking software at all.
141.101.98.115 14:58, 8 June 2016 (UTC) duartix

I agree that losing productivity on time tracking software is more likely than actually getting some productivity advantage from it. If the things you are doing needs to be done, finding out how long they took won't help. If they are useless, you don't need to find out how much time they take to prove that. -- Hkmaly (talk) 16:49, 20 June 2016 (UTC)